Reaktion #365747

Reaktionsgleichung

ethyl 4-bromobenzoate

4-pyridyl borate

sodium hydrogen carbonate

1,2-dimethoxyethane

→

title compound

Ausbeute 56.3%

Ethyl 4-(4-pyridyl)benzoate

Ausbeute 56.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith reflux under nitrogen atmosphere
2. 2
   Extraktionthe solution was extracted with ethyl acetate
3. 3
   WaschenThe extract was washed with water
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   Wascheneluted with hexane-ethyl acetate (2:1)

Vorschrift

To a mixture of ethyl 4-bromobenzoate (2.29 g), 4-pyridyl borate (1.23 g), 1 M sodium hydrogen carbonate solution (30 ml) and 1,2-dimethoxyethane (40 ml) was added tetrakis(triphenylphosphine)palladium (0.3 g) and the mixture was stirred for 3 hours with reflux under nitrogen atmosphere. To the mixture was added water and the solution was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography, and eluted with hexane-ethyl acetate (2:1) to give the title compound as crystals (1.15 g, 50.7%).

Quelle